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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Pine Island vacation homes

Sun loungers, beach towels

NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (47 reviews)
"Great place, we would definitely come again! Such wonderful hospitality!"
United States
Genevieve S.
The price is ￥31,023
￥63,286 total
includes taxes & fees
Apr 12 - Apr 13
NEW!! The “WATERSIDE” COTTAGE~With dockage
Living area

Tropical Getaway in St. James City – 3BR/2BA w/ Boat Ramp Access Nearby!

Tropical Getaway in St. James City – 3BR/2BA w/ Boat Ramp Access Nearby!
Manatee Bay
The price is ￥44,227
￥121,527 total
includes taxes & fees
Apr 12 - Apr 13
Tropical Getaway in St. James City – 3BR/2BA w/ Boat Ramp Access Nearby!
Outdoor pool, a heated pool

Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife

Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife
Bokeelia
9.8 out of 10, Exceptional, (45 reviews)
"We enjoyed our 40 day stay at Pine Island - perfect spot, perfect hosts and private setting! Dee & Ollie were so kind and communicative and we highly recommend! "
United States
Jeanette R.
The price is ￥35,000
￥78,182 total
includes taxes & fees
Apr 19 - Apr 20
Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife
Living area

Casa Florida 🌴 waterfront home with boat ramp

Casa Florida 🌴 waterfront home with boat ramp
Bokeelia
9.4 out of 10, Exceptional, (9 reviews)
"Nice place on canal, having everything you need . Enjoyed the stay. "
United States
John M.
The price is ￥24,756
￥68,013 total
includes taxes & fees
Apr 16 - Apr 17
Casa Florida 🌴 waterfront home with boat ramp
Terrace/patio

3-bedroom house in charming Saint James City with Canal Views!

3-bedroom house in charming Saint James City with Canal Views!
Saint James City
10.0 out of 10, Exceptional, (8 reviews)
"The house was perfect for our family over the holidays!"
United States
Sarah B.
The price is ￥28,636
￥78,659 total
includes taxes & fees
Apr 12 - Apr 13
3-bedroom house in charming Saint James City with Canal Views!
Exterior

Newly remodeled, relaxing, romantic ground floor 1 bedroom waterfront getaway.

Newly remodeled, relaxing, romantic ground floor 1 bedroom waterfront getaway.
Bokeelia
9.8 out of 10, Exceptional, (19 reviews)
"Couldn’t be better!!! Highly recommend!!!"
United States
Luis K.
The price is ￥31,818
￥54,282 total
includes taxes & fees
Apr 12 - Apr 13
Newly remodeled, relaxing, romantic ground floor 1 bedroom waterfront getaway.
Interior

Cozy 2-bedroom downstairs unit in a house in Saint James City Pine Island

Cozy 2-bedroom downstairs unit in a house in Saint James City Pine Island
Saint James City
The price is ￥28,318
￥64,864 total
includes taxes & fees
May 4 - May 5
Cozy 2-bedroom downstairs unit in a house in Saint James City Pine Island
Dining

3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
Bokeelia
10.0 out of 10, Exceptional, (1 review)
"The home was absolutely perfect , clean, spacious, and very comfortable. Beautifully decorated , beds were cozy, and everything was exactly as described. The host was friendly and responsive, which made the stay stress-free. Great location and a perfect home base for our family trip.”"
United States
Kelly R.
The price is ￥29,432
￥72,315 total
includes taxes & fees
May 7 - May 8
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
Interior

2-bedroom ground floor unit just steps from the gulf with a small private beach

2-bedroom ground floor unit just steps from the gulf with a small private beach
Bokeelia
6.4 out of 10, (5 reviews)
The price is ￥34,841
￥63,110 total
includes taxes & fees
Apr 17 - Apr 18
2-bedroom ground floor unit just steps from the gulf with a small private beach
Exterior

Just Listed - Beautifully renovated waterfront 2 bedroom home

Just Listed - Beautifully renovated waterfront 2 bedroom home
Bokeelia
9.4 out of 10, Exceptional, (11 reviews)
"Me and one of my friends come to Florida once a year to fish with a couple of our good friends and this was the perfect place for us. The property was very nice, clean, communication with ownership was easy, and we had a great time. I would recommend this place to anyone looking for a fun weekend stay."
United States
Rex S.
The price is ￥47,568
￥83,802 total
includes taxes & fees
Apr 12 - Apr 13
Just Listed - Beautifully renovated waterfront 2 bedroom home
Interior

Casa Del Sol – Waterfront Paradise with Pool & Gulf Access

Casa Del Sol – Waterfront Paradise with Pool & Gulf Access
Saint James City
The price is ￥150,752
￥263,205 total
includes taxes & fees
Apr 23 - Apr 24
Casa Del Sol – Waterfront Paradise with Pool & Gulf Access
Beach

Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC
Englewood South
10.0 out of 10, Exceptional, (3 reviews)
"Cute, clean, comfortable beds. Perfect for our needs."
United States
Sharon K.
The price is ￥19,091
￥46,900 total
includes taxes & fees
Apr 18 - Apr 19
Charming 2-bedroom house in Englewood with WiFi and AC
Smart TV, stereo

Completely remodeled beautiful waterfront property on canal with dock

Completely remodeled beautiful waterfront property on canal with dock
Port Charlotte
9.6 out of 10, Exceptional, (62 reviews)
"Overall was very clean and comfortable, we enjoyed our stay"
United States
Jennifer R.
The price is ￥12,250
￥39,174 total
includes taxes & fees
Apr 28 - Apr 29
Completely remodeled beautiful waterfront property on canal with dock
House | 1 bedroom, Internet

Hibiscus House Bed Breakfast Inn Parrot Room

Hibiscus House Bed Breakfast Inn Parrot Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"Easy check in, clean room and very close to many restaurants and bars"
United States
david
The price is ￥23,386
￥34,457 total
includes taxes & fees
Apr 28 - Apr 29
Hibiscus House Bed Breakfast Inn Parrot Room
Dining

Newly Renovated house on the canal with pool and hot tub!!!

Newly Renovated house on the canal with pool and hot tub!!!
Estero Bay Shores
9.8 out of 10, Exceptional, (25 reviews)
"Very nice property that is has a great layout. The Host was very responsive and quite helpful. We would stay again. "
United States
Fred P.
The price is ￥35,836
￥94,957 total
includes taxes & fees
Apr 12 - Apr 13
Newly Renovated house on the canal with pool and hot tub!!!
Fridge, microwave, oven, stovetop

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
Oakland Hills
9.8 out of 10, Exceptional, (19 reviews)
"It was beautiful especially Boca Grande, went on a charter fish trip which was amazing. The property was also amazing nice dock and canoed the first day it was fun but then we saw a lot of gators but overall would come again! "
United States
Caleb R.
The price is ￥19,648
￥54,303 total
includes taxes & fees
Apr 12 - Apr 13
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
Interior

Harbor House, renovated luxury waterfront- 30 ft private dock

Harbor House, renovated luxury waterfront- 30 ft private dock
Edgewater
9.8 out of 10, Exceptional, (28 reviews)
"Nice place , pretty quiet… had all the pots and pans we needed … Enjoyed the stat"
United States
Robert H.
The price is ￥26,518
￥73,820 total
includes taxes & fees
Apr 16 - Apr 17
Harbor House, renovated luxury waterfront- 30 ft private dock
Dining

Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip
Caloosahatchee
10.0 out of 10, Exceptional, (11 reviews)
"The property was amazing. Everything was clean and perfect for our great little vacation."
United States
Amy G.
The price is ￥21,000
￥71,067 total
includes taxes & fees
Apr 13 - Apr 14
Waterfront Condo with Pool & Boat Slip
Beach

Cozy retreat, NE cape coral oasis 5 mins to restaurants and shopping plaza.

Cozy retreat, NE cape coral oasis 5 mins to restaurants and shopping plaza.
Diplomat
9.4 out of 10, Exceptional, (23 reviews)
"This property was exceptionally clean and beautifully decorated. We felt very at home here and would highly recommend!"
United States
Laura I.
The price is ￥18,953
￥47,063 total
includes taxes & fees
Apr 12 - Apr 13
Cozy retreat, NE cape coral oasis 5 mins to restaurants and shopping plaza.
Fridge, microwave, oven, stovetop

Endless Summer Hideaway w/Pool/ocean access/5br

Endless Summer Hideaway w/Pool/ocean access/5br
Pelican
8.8 out of 10, Excellent, (24 reviews)
"Clean, plenty of room and sleeping space. Nice pool area and well appointed kitchen and bathrooms"
United States
Heidi W.
The price is ￥20,364
￥62,453 total
includes taxes & fees
Apr 15 - Apr 16
Endless Summer Hideaway w/Pool/ocean access/5br
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pine Island Hotel Reviews

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

8/10 Good
"Beautiful beach, clean hotel, friendly staff, felt like a little too long distances to walk and multiple levels to go up and down between the road that splits the property and safety layout. Totally understandable, but could be annoying for people with strollers or handicapped. "
BARBARA 1-night trip
Posted 4 hours ago
Margaritaville Beach Resort Fort Myers

Find out more about Pine Island

Pine Island Vacation Homes information

Number of reviews
271
Accommodation
1087 Vacation Homes
Lowest Price
￥34,457
Highest Price
￥263,205

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